Principal Product Designer, Onboarding
Quick Summary
You've shipped end-to-end onboarding or product adoption experiences, setup flows, guided workflows, feature tours, or progressive disclosure patterns. You understand how to sequence information,
About the Role
~1 min readRequirements
~2 min read- Onboarding flow expertise: You've shipped end-to-end onboarding or product adoption experiences, setup flows, guided workflows, feature tours, or progressive disclosure patterns. You understand how to sequence information, create aha moments, and reduce friction for new users.
- Hands-on systems thinking: Design cohesive experiences across multiple surfaces and interaction modes. You see how one flow connects to another and design for the seams, especially transitions between self-service setup and human-in-the-loop support.
- AI-guided experience design: You've designed with AI as a core part of the experience, whether that's guided workflows, intelligent suggestions, or contextual assistance. You understand how to make AI feel like a helpful partner, not a replacement or afterthought.
- UI/UX rigor: Strong visual design skills demonstrated through a real portfolio. You can prototype interactions, spec components, and push Figma work that sets a high bar. Your work is both functional and thoughtfully crafted.
- Organizational influence at principal level: You build conviction within product, engineering, and cross-functional leadership teams. You define new patterns and drive adoption of them beyond your immediate team.
- Pragmatic product thinking: You understand the business context behind onboarding, activation rates, time-to-value, feature discovery, customer success outcomes. You design with outcomes in mind.
- Research-driven approach: You design with data by conducting user research, usability testing, and pulling insights from onboarding metrics and customer feedback. You know when to prototype before committing to direction.
- Familiarity with AI design tooling: You're comfortable working with Claude, V0, Replit, and similar tools.
Case studies showing:
- An onboarding or product adoption experience you designed from scratch or significantly reshaped—especially one that established a pattern other teams now use
- How you navigated complexity across multiple surfaces or interaction modes (web + mobile, or setup + guided workflows + human handoff)
- Evidence of organizational influence: how other teams or designers adopted or built on your approach or patterns you defined
- Research or testing that informed a key design decision or shifted how the company thought about onboarding
- Work that felt cohesive despite touching multiple products or handoff moments
You bring the same tenets that drive Toast's Design practice:
- Founder's mentality: You own outcomes, not just outputs. You care deeply about whether your designs actually work for support agents and restaurant operators.
- You lift others up: You make the designers around you better through example, feedback, and generosity with your process.
- You drive action through influence: You build trusted relationships across product, engineering, and customer service teams. You can shift a room's perspective without authority.
- You build strong perspectives: You make decisions quickly and collaboratively, informed by both data and intuition. You know when to push back.
- You raise the bar: You're constantly learning—new interaction patterns, new AI capabilities, new tooling. You bring that learning into your work and share it with your team.
At Toast, one of our company values is that we're hungry to build and learn. We believe learning new AI tools empowers us to build for our customers faster, more independently, and with higher quality. We provide these tools across all disciplines, from Engineering and Product to Sales and Support, and are inspired by how our Toasters are already driving real value with them. The people who thrive here are those who embrace changes that let us build more for our customers; it’s a core part of our culture.
What We Offer
~1 min readThroughout the hiring process, our goal is to get to know you. We use AI tools to support our recruiters and interviewers with tasks like note-taking, summarization, and documentation of interviews to ensure they can be fully focused on your conversation. All hiring decisions are made by people. We ask that you complete interviews and assessments on your own, without real-time AI tools, recording, or transcription bots, unless we tell you otherwise in advance. To learn more: https://careers.toasttab.com/ai-in-hiring
At Toast, our employees are our secret ingredient—when they thrive, we thrive. The restaurant industry brings together people with a wide range of backgrounds, experiences, and perspectives, and we value that same breadth at Toast. We strive to build a culture grounded in authenticity, respect, and humility, where every Toaster has a real opportunity to grow, contribute, and do their best work—raising the bar in delivering exceptional experiences for our customers and each other.
Toast is committed to creating an accessible and inclusive hiring process. As part of this commitment, we strive to provide reasonable accommodations for persons with disabilities to enable them to access the hiring process. If you need an accommodation to access the job application or interview process, please contact candidateaccommodations@toasttab.com.
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For roles in the United States, it is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.
Location & Eligibility
About this job
- Pay per year
- $190,000–$304,000 a year
- 37% above the $180,500 median for Product Designer jobs on Jobera (519 salaries).
- Who can apply
- United States
- Posted
- Today
Listing Details
- Posted
- October 20, 2026
- First seen
- October 20, 2026
- Last seen
- October 20, 2026
Posting Health
- Days active
- 0
- Repost count
- 0
- Trust Level
- 87%
- Scored at
- October 20, 2026
Signal breakdown
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